Bipolarins A-H, eight new ophiobolin-type sesterterpenes with antimicrobial activity from fungus Bipolaris sp. TJ403-B1

Chin J Nat Med. 2019 Dec;17(12):935-944. doi: 10.1016/S1875-5364(19)30116-5.

Abstract

Bipolarins A-H (1-8), eight new tetracyclic ophiobolin-type sesterterpenes featuring a rare oxaspiro[4.4]nonane moiety, were isolated from cultures of fungus Bipolaris sp. TJ403-B1. Their structures and absolute configurations were elucidated by comprehensive spectroscopic analyses, single-crystal X-ray diffraction experiments, electronic circular dichroism and 13C NMR calculations. Additionally, compound 5 exhibited significant selective antimicrobial activity against Enterococcus faecalis with an MIC value 8 μg·mL-1.

Keywords: Antimicrobial activity; Bipolaris sp.; Ophiobolins; Sesterterpenes.

MeSH terms

  • Anti-Infective Agents / chemistry*
  • Anti-Infective Agents / isolation & purification
  • Ascomycota / drug effects*
  • China
  • Crystallography, X-Ray
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Sesterterpenes / chemistry*
  • Sesterterpenes / isolation & purification
  • Triticum / microbiology

Substances

  • Anti-Infective Agents
  • Sesterterpenes
  • ophiobolins